Chicago

$101+ Cheap flights from Mesa, AZ to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Jun 1 — Jun 81
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Cheapflights Tip: The best prices from Mesa to Chicago are usually found in February or January, booked 41 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Mesa to Chicago

Cheapest flights from Mesa to Chicago
Explore the most affordable flight options available from Mesa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/102:00 pm
PHX
-
ORD
1 stop13h 32m
Frontier
Sat 6/279:22 am
ORD
-
PHX
1 stop15h 42m
Frontier
Deal found 4/28$182
This Super.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:37 am
PHX
-
MDW
Nonstop3h 27m
Frontier
Mon 5/1112:04 pm
MDW
-
PHX
1 stop10h 29m
Frontier
Deal found 4/27$182
This Cheapflightsfares deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:00 am
PHX
-
ORD
1 stop7h 32m
Frontier
Wed 5/278:46 pm
ORD
-
PHX
1 stop28h 56m
Frontier
Deal found 4/27$184
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:00 am
PHX
-
ORD
1 stop7h 32m
Frontier
Tue 5/194:05 pm
ORD
-
PHX
1 stop23h 04m
Frontier
Deal found 4/27$187
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:27 pm
PHX
-
ORD
1 stop29h 05m
Frontier
Sat 6/279:22 am
ORD
-
PHX
1 stop15h 42m
Frontier
Deal found 4/28$189
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:40 pm
PHX
-
ORD
1 stop8h 54m
Frontier
Thu 6/49:10 am
ORD
-
PHX
1 stop11h 25m
Frontier
Deal found 5/1$190
This Frontier deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:17 pm
PHX
-
ORD
Nonstop3h 36m
Frontier
Sun 5/37:45 am
ORD
-
PHX
Nonstop4h 22m
Frontier
Deal found 4/28$192
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:17 pm
PHX
-
ORD
Nonstop3h 36m
Frontier
Tue 5/59:37 pm
ORD
-
PHX
1 stop14h 28m
Frontier
Deal found 4/30$194
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:15 am
PHX
-
ORD
1 stop11h 46m
Frontier
Tue 6/169:48 pm
ORD
-
PHX
1 stop17h 32m
Frontier
Deal found 4/29$196
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:40 pm
PHX
-
ORD
1 stop8h 59m
Frontier
Sun 5/246:55 am
ORD
-
PHX
2 stops17h 26m
Frontier
Deal found 4/27$197
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:30 pm
PHX
-
MDW
1 stop20h 32m
Frontier
Tue 6/212:27 pm
MDW
-
PHX
1 stop11h 59m
Frontier
Deal found 4/28$197
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:00 am
PHX
-
ORD
1 stop7h 32m
Frontier
Sat 5/161:59 pm
ORD
-
PHX
1 stop10h 27m
Frontier
Deal found 4/27$198

Find flight deals from Mesa to Chicago

Keep the following information in mind while searching for Mesa to Chicago flight deals. Data was last updated May 2, 2026.

Round-trip from

$182
(Kiwi.com)

One-way from

$101
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$293
From Mesa to Chicago (CHI)
One-way flight from Mesa to Chicago (CHI)
High demand for flights, 4% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mesa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 2, 2026.
Use the filters below to find and compare flights from Mesa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 9/1

7:07 am-12:44 pm

Nonstop3h 37m

Chicago O'Hare Intl

Tue 9/8

8:05 pm-9:58 pm

Nonstop3h 53m

$255

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 9/8

4:28 pm-10:05 pm

Nonstop3h 37m

Chicago O'Hare Intl

Tue 9/22

8:05 pm-9:58 pm

Nonstop3h 53m

$255

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 7/21

4:50 pm-12:05 am

1 stop5h 15m

Chicago Midway

Tue 9/22

5:20 pm-7:00 pm

Nonstop3h 40m

$265

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 5/28

11:50 pm-5:17 am

Nonstop3h 27m

Chicago O'Hare Intl

Wed 6/3

6:10 pm-10:59 pm

1 stop6h 49m

$265

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Wed 7/1

9:45 am-6:58 pm

1 stop7h 13m

Chicago O'Hare Intl

Tue 7/7

6:30 pm-12:06 am

1 stop7h 36m

$275

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 9/15

3:15 pm-11:57 pm

1 stop6h 42m

Chicago O'Hare Intl

Sat 9/26

7:59 pm-11:31 am

1 stop17h 32m

$275

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 10/20

12:55 am-8:49 am

1 stop5h 54m

Chicago Midway

Wed 10/28

6:00 am-12:31 pm

1 stop8h 31m

$275

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 8/28

12:13 pm-11:57 pm

1 stop9h 44m

Chicago O'Hare Intl

Tue 9/8

7:59 pm-11:31 am

1 stop17h 32m

$286
Quickest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 6/7

11:55 pm-5:10 am

Nonstop3h 15m

Chicago Midway

Tue 6/16

5:25 am-7:00 am

Nonstop3h 35m

$286

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 9/10

3:15 pm-11:57 pm

1 stop6h 42m

Chicago O'Hare Intl

Tue 9/15

6:01 am-11:31 am

1 stop7h 30m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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6

Best time to book a flight from Mesa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Mesa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Mesa to Chicago

What is the cheapest time of day to fly from MS9 to CHI?

Find hourly flight availability from Mesa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 2, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Mesa to Chicago by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Mesa to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Mesa to Chicago. Price data was last updated on May 2, 2026.

Travelers seeking maximum savings on their Mesa to Chicago flight should consider departing on Sunday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Mesa to Chicago

Explore weekly flight availability from Mesa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 2, 2026.

The most flights from MS9 to CHI are scheduled on a Friday (73 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 on average).

How much does it cost to fly round-trip from Mesa to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 2, 2026.
Read through reviews of airlines operating flights from Mesa to Chicago, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Mesa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Mesa to Chicago?

    There are many flights that can get you from Mesa to Chicago in 3h 37m. Fly via United Airlines, Southwest, or Delta to get the fastest option. Mesa and Chicago are separated by a distance of 1436 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Mesa to Chicago one-way?

    One-way options have recently been found by users for as low as $41 on Frontier. Other airlines that offer cheap prices include JetBlue from $80 and United Airlines from $96 one-way.

  • What are the most popular routes from Mesa to Chicago?

  • What are the most reliable airlines from Mesa to Chicago?

    The top 3 most reliable airlines when flying from Mesa to Chicago are Cathay Pacific (92%), Aer Lingus (87%) and Royal Jordanian (86%).

  • What are the cheapest flights from Mesa to Chicago?

    Looking at all options, your cheapest flight can be booked for $84. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $209 on average, our data indicates $1,078 when flying from Mesa to Chicago.

  • Can I find deals for flights from Mesa to Chicago that include hotel bookings?

    Yes. In addition to deals on Mesa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Mesa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Mesa to Chicago.

  • Can I find deals for business class flights from Mesa to Chicago?

    Yes. Cheapflights offers flight deals from Mesa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 7 airlines flying from Mesa to Chicago

Discover the top 7 airlines that operate flights from Mesa to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$64Average$199FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$131Average$214FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$158Average$206FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$187Average$326FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$187Average$316FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$197Average$363FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$210Average$328FlexibilityNo cancel feeOn-time75%

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